In vitro antiparasitic activity of new thiosemicarbazones in strains of Trypanosoma cruzi
| Autor: | Juan L. Bautista, Hugo Torrens, Martha Irene Bucio Torres, Adriana Moreno-Rodríguez, Eduardo Pérez-Campos, Francisco Hernández-Luis, Yolanda Guevara-Gómez, Margarita Cabrera-Bravo, Cesar Mendoza Martinez, Socorro Pina-Canseco, Paz María Salazar-Schettino |
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| Rok vydání: | 2013 |
| Předmět: |
Chagas disease
Blood Platelets Thiosemicarbazones Stereochemistry Trypanosoma cruzi Apoptosis In Vitro Techniques Monocytes chemistry.chemical_compound Drug Discovery medicine Humans Chagas Disease Platelet activation Nifurtimox Semicarbazone Cells Cultured Trypanocidal agent Pharmacology Trifluoromethyl biology Molecular Structure Organic Chemistry General Medicine biology.organism_classification medicine.disease Flow Cytometry Platelet Activation Trypanocidal Agents chemistry Benznidazole medicine.drug |
| Zdroj: | European journal of medicinal chemistry. 87 |
| ISSN: | 1768-3254 |
| Popis: | In this study thiosemicarbazones derivatives of 5-[(trifluoromethyl)phenylthio]-2-furaldehyde were synthesized and evaluated in terms of their efficiency in challenging the growth of epimastigote forms of Trypanosoma cruzi, the etiological agent of Chagas' disease. A number of compounds were synthesized from 5-bromo-2-furfuraldehyde using nucleophilic aromatic substitution, with a series of trifluoromethyl thiolates, followed by condensation reactions with thiosemicarbazide. Their molecular structures were determined by (1)H, (13)C and (19)F NMR, MS and IR spectroscopy. When tested with T. cruzi, they showed a stronger reaction, similar to nifurtimox and benznidazole, with the 5-[nitro-4-(trifluoromethyl)phenyltio]-2-furaldehyde thiosemicarbazone (compound 4) showing the highest antiparasitic activity. This improved activity may be explained due to the nitro group present in the molecule, which potentiates its activity. The thiosemicarbazone derivatives in this study showed no apoptosis in platelets or monocytes, nor did they induce platelet activation. The trypanocidal activity of these substances represents a good starting point for a medicinal chemistry program aimed at therapy for Chagas' disease. |
| Databáze: | OpenAIRE |
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